引用本文:
Zhen Tang DONG, Zu Wang WU, Zhi Wei WANG, Yun De WANG, Yin Zhou YU. A Study on Side Reactions of Hydroxyethylation of 3-Nitro-4-chlorobenzenesulfinic Acid with Ethylene Oxide[J]. Chinese Chemical Letters,
2006, 17(5): 613-616.
Citation: Zhen Tang DONG, Zu Wang WU, Zhi Wei WANG, Yun De WANG, Yin Zhou YU. A Study on Side Reactions of Hydroxyethylation of 3-Nitro-4-chlorobenzenesulfinic Acid with Ethylene Oxide[J]. Chinese Chemical Letters, 2006, 17(5): 613-616.

Citation: Zhen Tang DONG, Zu Wang WU, Zhi Wei WANG, Yun De WANG, Yin Zhou YU. A Study on Side Reactions of Hydroxyethylation of 3-Nitro-4-chlorobenzenesulfinic Acid with Ethylene Oxide[J]. Chinese Chemical Letters, 2006, 17(5): 613-616.

A Study on Side Reactions of Hydroxyethylation of 3-Nitro-4-chlorobenzenesulfinic Acid with Ethylene Oxide
摘要:
The reaction of 3-nitro-4-chlorobenzenesulfinic acid and ethylene oxide to obtain 2-nitro-4-(β-hydroxyethylsulfonyl)chlorobenzene had been studied. Except hydroxyethylation on the sulfur atom of 3-nitro-4-chlorobenzenesulfinic acid to form the target product, 2-nitro-4-(β-hydroxyethylsulfonyl)chlorobenzene, there presented three kinds of side reactions: 1. Condensation and elimination of HCl to form biphenyl sulfone derivatives; 2. Addition to give bisulfonyl ethane derivative via vinyl sulfone; and 3. Hydroxylethylation on O-atom to produce hydroxylethylsulfinate due to the tautomerism of sulfinic acid.
English
A Study on Side Reactions of Hydroxyethylation of 3-Nitro-4-chlorobenzenesulfinic Acid with Ethylene Oxide
Abstract:
The reaction of 3-nitro-4-chlorobenzenesulfinic acid and ethylene oxide to obtain 2-nitro-4-(β-hydroxyethylsulfonyl)chlorobenzene had been studied. Except hydroxyethylation on the sulfur atom of 3-nitro-4-chlorobenzenesulfinic acid to form the target product, 2-nitro-4-(β-hydroxyethylsulfonyl)chlorobenzene, there presented three kinds of side reactions: 1. Condensation and elimination of HCl to form biphenyl sulfone derivatives; 2. Addition to give bisulfonyl ethane derivative via vinyl sulfone; and 3. Hydroxylethylation on O-atom to produce hydroxylethylsulfinate due to the tautomerism of sulfinic acid.

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